Gay Sissy Panties Stories

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Was I Raped? Ch. 04

by eviltwin52 on Sep 14, 2017
Gay Male

"What the fuck did you say to me bitch?" Uh oh. I'd pissed Daddy off. I'd been whoring for Daddy for three weeks now. I can't remember the number of black gentlemen who have enjoyed what I have to offer them. Still using my hotel room, every penny I earned went to Daddy. But that was a problem. The hotel wanted their room paid for and my credit cards have...

The Long Trip Pt. 02

by TheBlackStallion on Mar 20, 2018
Gay Male

A few weeks went by since my incident in Thailand. Everything felt like a bad dream, but the guys at work didn't bother me at all. No one mentioned a thing, the guys seemed pretty happier than normal but acted like nothing happened. When we pulled into Japan together, Rick insisted we go together. I wasn't going to, but I didn't have anyone else to go with a...

Little Sex Toy Ch. 04

by keptsissy on Sep 26, 2017
Gay Male

I'm over a complete stranger's knee, butt way up high with his left hand and huge arm wrapped over my back and up under my stomach. He has the flat inside of his left palm pulling me up slightly off his knee. It hurts. I feel him push up into my stomach. He could pick me up like this, pick me up and hold me upside down if he wanted to, he's that strong. He's...

Brother/Sister/Slave

by brownmonkk on Aug 18, 2017
Gay Male

Brother / "Sister" " TML", November. 1970 A Monk's monk or two virgins in the monastery; "Good loving & Good Scourging "Sissy" does her magic. WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I was a 20-year-old virgin and had fantasized about lots of women. I distinctly remember...

The Joy of Submitting

by loneguy01 on Aug 21, 2019
Gay Male

I had recently answered an ad seeking a submissive cocksucker. I am a total bottom and had experimented with cross-dressing but never really got into the dom-sub thing. However, the ad intrigued me and I submitted myself to a hung black man in his hotel room. The experience was exhilarating and I yearned for more despite being apprehensive about the possible...

My Wife Hands Me Over to My Dom Ch. 04

by FantasizeAndRealize on Apr 2, 2018
Gay Male

The week since Susan my wife, shared me with Carl my Dom, passed so fast! We had great sex every night! It seemed like what Susan saw Carl do to me made her much hornier and she demanded sex from me every night. This always entailed me eating my load out of her plump juicy cunt! Tuesday rolled around and once again I found myself being led into Carl's house...

PIXIE Sissy Stripper Ch. 01

by EROTICbearscribe on Dec 24, 2019
Gay Male

The imposing shadow loomed over Benji blocking out the lights from the stage. "I asked you a question," a deep voice said. There were no other sounds in the club. The loud dance music had been turned off a while ago. There was only the clinking of dishes coming from the kitchen. 20 year old college student Benji knew someone was speaking to him, but the...

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

Grandson/Grandfather Ch. 02

by RayReyelinn on Jul 24, 2018
Gay Male

Editor's note: this story contains scenes of incest or incest content. *** After our intense sex with each other we fell asleep in each others arms. I awoke sometime later in the pitch blackness of night. I was lying on my side and felt something rubbing between the cheeks of my ass. I reached down behind me and felt Brandon's cock rubbing on my ass. His...

Cadogan Street Carpark

by PicturePainter on Sep 16, 2017
Gay Male

My name is Peter and I am 49 and married but a secret sissy cocksucker. I have a very dirty secret. The feel of women's lingerie against my skin makes my 6 cut cock harder than steel. And it's more than just the cross-dressing. I am bi sexual and I would love to submit to dominant older or younger men. I remember as a child my older sister Janette had the...